Charter Packages

Day Sailing on the Bay

Sailing Fearless charter adventures on San Francisco Bay promises beautiful days, great food, a fun captain, and a great adventure. Whether you are a first-time sailor or a veteran, Sailing Fearless will not disappoint. Leaving from the Presidio Yacht Club at the north end of the Golden Gate Bridge gets you on the water and sailing the bay quickly. Come join us!

Angel Island Sail & BBQ

Ayallah Cove on Angel Island is one of our favorite destinations. We have an extensive menu available from our grill. A stop on Angel Island is a good opportunity to stretch your legs and see a bit of the Bay’s history. A charter with this stopover is usually four, to five hours.

Giants Game Days

Bring your mitt to McCovey Cove for a Giants baseball game. It’s the ultimate tailgate party on the water. We have the game on the radio and the grill in full swing. We even have a kayak to chase down the ball.

Yacht Racing

There is a long-standing rivalry between Rhea and Peregrine, the cup we compete for is often the Moscow Mule. The winner always chooses the prize however. Racing the two boats is a great way to accommodate groups between 7 and 12 people. Special rates apply for the two boats together.

Custom Charter Options

We offer many types of charters and can accommodate most sailing plans. We recognize the weather and our judgment concerning safety. Beyond that, we are open to your requests. Long to make the trip to the Farallones? Let’s go! Half Moon Bay for an overnight? It can be arranged. Passage to Tahiti? That’s a longer conversation….

Catering

The cuisine offered aboard our yachts is fantastic. From lavish gourmet rollups to grilled salmon or rack of lamb, our galley will accommodate your needs. Basic appetizers are included in the cost of the trip with food from our grill priced as quoted. Please have a look at our menu and place your orders two days in advance, as everything is fresh and from scratch.

Personalized Playlists

We have a music dock with a good repertoire in-house and of course, we can load your playlist as well.

Team Building

Corporate charters are a specialty with us. We truly know how to show your star players a great time. For groups up to six, you may choose either of our yachts, from seven to twelve people we provide both boats for your pleasure.

Yacht Racing

Both yachts in our fleet may be chartered for racing on San Francisco Bay. We love the competitive spirit of team building.

Theme-Parties

Don your best pirate costumes, Mates and Wenches. Let’s see your blazers, white slacks and loafers. Wait, I’d swear that was Gilligan. A sail on the bay is the perfect setting for a theme party. What’s your theme???

Want to book the perfect charter?

Idea

Tell us what your perfect day of sailing would be.

Schedule

You can refer to our calendar to see available dates. We book those dates personally with each client. It is not automated.

Talk to Us

Send us an e-mail or give us a call so we can discuss your charter and give you a quote @ sailingfearless@gmail.com or 415-745-2292.

Set Sail

You will be sent a confirmation of your reservation with directions and any specific requirements for our day on the Bay.

Steve

What a way to see San Francisco! Such hospitality and such a safe, smooth sailing experience. Excellent food as well. – Stephan makes every guest feel special and creates a unique experience every time.